50 Best Vacation Rentals in Sinalunga - Holiday Lettings - Cabins

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102 Vacation rentals

60

Vacation villa with swimming pool in Bettolle

Sinalunga / Bettolle

11 22 7 nights min

  • 11 bedrooms
  • Sleeps 22
  • 7 nights min
  • Nearest beach 120 mi
  • Swimming pool
  • Child friendly
Originally a country estate dating back to 1795, this superb Leopoldine villa blends outstanding elegance and comfort with traditional rustic features which reflect its long history. It retains the typical rooftop pigeon-loft, now romantically transformed into an extra- …see more

from $996 / night

$6970 - $8883 / week

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from $996 / night

(64) Excellent 

52

Vacation villa rental

Province of Siena / Sinalunga

12 26 Min stay varies

  • 12 bedrooms
  • Sleeps 26
  • Min stay varies
  • Nearest beach 170 mi
  • Swimming pool
  • Child friendly
Villa Scopetello is the perfect holiday home for large groups and families who wish to spend their holidays together. (Between September and May it is also possible to rent just a portion of the Villa or even one bedroom) The 1000 square meter large Villa with 12 bedro …see more

from $656 / night

$4592 - $9839 / week

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from $656 / night

(7) Very Good 

9

Vacation apartment with shared pool in Sinalunga

Province of Siena / Sinalunga

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Situated on the hills of Val di Chiana, La Giuda country farm offers an ancient stable, completely restored and furnished, divisible in three apartments in a comfortable and friendly atmosphere. The farm produces organic Chianti Classico vine and olive oil . Guest …see more

Pricing unknown

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Pricing unknown

28

Sinalunga Vacation villa rental

Province of Siena / Sinalunga

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Property Description:The Agriturismo La Casetta nel Bosco is a beautiful, stone villa divided into two separate units which is part of an agritouristic Farm including olive groves, woods, several crops and a small-scale breeding of horses and ponies. The property is onl …see more

from $155 / night

$1083 - $2099 / week

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from $155 / night

(1) Excellent 

23

Province of Siena / Sinalunga

9 31 Min stay varies

  • 9 bedrooms
  • Sleeps 31
  • Min stay varies
  • Nearest beach 98 mi
  • Swimming pool
  • Child friendly

from $820 / night

$4920 / week

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from $820 / night

(1) Excellent 

26

Vacation home in Rigomagno

Sinalunga / Rigomagno

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Part of an old farmhouse set on a hill overlooking the charming medieval village of Rigomagno and a large part of the Chiana Valley. In this area the hills are mostly covered with the silver-green foliage of olive trees, interspersed now and then with a small vineyard o …see more

from $101 / night

$706 - $1617 / week

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from $101 / night

(1) Excellent 

18

Sinalunga Vacation apartment rental

Province of Siena / Sinalunga

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
In the heart of the countryside only 40 minutes from Siena five beautiful apartments have been made by restoring an old Tuscan country house set on a hillside with views all around. Each apartment retains its fascinating original characteristics. A courtyard around the …see more

from $112 / night

$777 - $1367 / week

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from $112 / night

(5) Excellent 

41

Sinalunga / Rigomagno

5 10 2 nights min

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min
  • Child friendly

from $88 / night

$613 / week

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from $88 / night

32

Farnetella Vacation villa rental

Sinalunga / Farnetella

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Property DescriptionBeautiful and characteristic villa made of stone and bricks and completely restored to be a welcoming holiday home, situated on the green hills of the Siena countryside, 6 km far from the village of Sinalunga endowed with every kind of shops and serv …see more

from $217 / night

$1519 - $2821 / week

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from $217 / night

20

Rigomagno Vacation farmhouse rental

Sinalunga / Rigomagno

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
This beautiful, independent farmhouse with a private pool is located in the countryside of Siena and Arezzo. The property dates back to 1700 and was renovated by its current owners who have managed to keep as many original features as possible including the original te …see more

from $356 / night

$2078 - $2624 / week

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from $356 / night

18

Sinalunga Vacation farmhouse rental

Province of Siena / Sinalunga

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Castelletto is a nice holiday home with WiFi internet and pool. Castelletto is a country resort having a total of six separate rooms. The property can accommodate up to 34 guests comfortably. Castelletto is located 5 km (3 mi) from Sinalunga, Italy and only 18 km (11 mi …see more

from $132 / night

$919 - $1378 / week

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from $132 / night

25

Vacation villa with swimming pool in Sinalunga

Province of Siena / Sinalunga

8 16 7 nights min

  • 8 bedrooms
  • Sleeps 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
A very attractive villa deriving from the complete refurbishment of an old country house dating from around 1800. It is situated between Sinalunga and the Parco Naturale delle Crete Senesi, in the hills covered with woods, olive groves and vineyards, at 500 metres above …see more

from $310 / night

$2170 - $4231 / week

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from $310 / night

(1) Excellent 

28

Province of Siena / Sinalunga

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Nearest beach 110 mi
  • Swimming pool
  • Child friendly

from $143 / night

$799 - $1094 / week

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from $143 / night

(1) Good 

8

Sinalunga Vacation apartment rental

Province of Siena / Sinalunga

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
In the heart of the countryside only 40 minutes from Siena five beautiful apartments have been made by restoring an old Tuscan country house set on a hillside with views all around. Each apartment retains its fascinating original characteristics. A courtyard around the …see more

from $68 / night

$471 - $853 / week

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from $68 / night

(1) Excellent 

14

Province of Siena / Sinalunga

9 20 1 night min

  • 9 bedrooms
  • Sleeps 20
  • 1 night min
  • Nearest beach 200 mi

from $88 / night

$547 / week

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from $88 / night

37

Province of Siena / Sinalunga

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Pet friendly
  • Private garden

from $285 / night

$1968 - $2570 / week

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from $285 / night

24

Vacation farmhouse with shared pool in Sinalunga

Province of Siena / Sinalunga

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Castelletto is a nice holiday home with WiFi internet and pool. Castelletto is a country resort having a total of six separate rooms. The property can accommodate up to 34 guests comfortably. Castelletto is located 5 km (3 mi) from Sinalunga, Italy and only 18 km (11 mi …see more

from $99 / night

$689 - $1148 / week

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from $99 / night

18

Vacation farmhouse with shared pool in Sinalunga

Province of Siena / Sinalunga

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Castelletto is a nice holiday home with WiFi internet and pool. Castelletto is a country resort having a total of six separate rooms. The property can accommodate up to 34 guests comfortably. Castelletto is located 5 km (3 mi) from Sinalunga, Italy and only 18 km (11 mi …see more

from $88 / night

$613 - $766 / week

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from $88 / night

(2) Excellent 

16

Province of Siena / Sinalunga

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Nearest beach 30 mi
  • Swimming pool
  • Child friendly

from $217 / night

$1454 / week

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from $217 / night

20

Vacation farmhouse with swimming pool in Guazzino

Sinalunga / Guazzino

11 20 Min stay varies

  • 11 bedrooms
  • Sleeps 20
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Beautiful villa dating back to the 18th century composed by a “Leopold style” farmhouse and 3 barns accurately restored for creating a unique complex and situated on the top of a hill in absolutely quiet position with panoramic views on the surrounding countryside. The …see more

from $1039 / night

$6068 - $9091 / week

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from $1039 / night

7

Vacation apartment in Bettolle

Sinalunga / Bettolle

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
Ideally located between Montepulciano and Cortona in the small town of Bettolle, this holiday apartment is the perfect location to venture out and explore Tuscany. The apartment is on two levels. On the first floor there is the kitchen with a big dining table for 4 and …see more

from $55 / night

$438 / week

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from $55 / night

17

Province of Siena / Sinalunga

3 9 3 nights min

  • 3 bedrooms
  • Sleeps 9
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from $296 / night

$2067 / week

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from $296 / night

19

Vacation farmhouse with shared pool in Rigomagno

Sinalunga / Rigomagno

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Ancient farmhouse dating back to the 19th century turned into 8 welcoming apartments, situated a short distance away from the nice spas of Rapolano Terme, in Siena surroundings. All of the apartments are cozy and nicely furnished. This property is in easy access to the …see more

from $185 / night

$1082 - $1575 / week

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from $185 / night

43

Villa accommodation in Sinalunga with swimming pool, golf nearby

Province of Siena / Sinalunga

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Pet friendly
Description: Old 18th century stone farmhouse restored following the conservation policy that has left the beauty and charm of the past intact. Located between the Val d'Orcia and the hills of the Sienese Chianti, the farmhouse is on two floors: the first floor is ac …see more

from $285 / night

$1968 - $2570 / week

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from $285 / night

6

Vacation apartment in Sinalunga

Province of Siena / Sinalunga

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Private garden
Situated on the hills of Val di Chiana, La Giuda country farm offers an ancient stable, completely restored and furnished, divisible in three apartments in a comfortable and friendly atmosphere. The farm produces organic Chianti Classico vine and olive oil . Guest …see more

Pricing unknown

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Pricing unknown

24

Sinalunga Vacation farmhouse rental

Province of Siena / Sinalunga

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Castelletto is a nice holiday home with WiFi internet and pool. Castelletto is a country resort having a total of six separate rooms. The property can accommodate up to 34 guests comfortably. Castelletto is located 5 km (3 mi) from Sinalunga, Italy and only 18 km (11 mi …see more

from $175 / night

$1225 - $1761 / week

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from $175 / night

11

Province of Siena / Sinalunga

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from $110 / night

$744 / week

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from $110 / night

23

Vacation farmhouse with swimming pool in Sinalunga

Province of Siena / Sinalunga

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Castelletto is a nice holiday home with WiFi internet and pool. Castelletto is a country resort having a total of six separate rooms. The property can accommodate up to 34 guests comfortably. Castelletto is located 5 km (3 mi) from Sinalunga, Italy and only 18 km (11 mi …see more

from $536 / night

$3521 - $5816 / week

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from $536 / night

15

Vacation cottage with golf nearby in Sinalunga

Province of Siena / Sinalunga

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets
This one-bedroom cottage is the perfect location for those who want to have a place to rest after a busy day spent exploring Tuscany. It consists of a living room, a double bedroom, a fully equipped kitchen with fireplace and a bathroom. The kitchen leads to a sma …see more

Pricing unknown

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Pricing unknown

20

Sinalunga Vacation farmhouse rental

Province of Siena / Sinalunga

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Castelletto is a nice holiday home with WiFi internet and pool. Castelletto is a country resort having a total of six separate rooms. The property can accommodate up to 34 guests comfortably. Castelletto is located 5 km (3 mi) from Sinalunga, Italy and only 18 km (11 mi …see more

from $197 / night

$1378 - $1914 / week

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from $197 / night

(1) Excellent 

32

Sinalunga / Rigaiolo

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 130 mi
  • Swimming pool
  • Child friendly

from $230 / night

$1608 - $3712 / week

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from $230 / night

17

Vacation farmhouse with shared pool in Rigomagno

Sinalunga / Rigomagno

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Ancient farmhouse dating back to the 19th century turned into 8 welcoming apartments, situated a short distance away from the nice spas of Rapolano Terme, in Siena surroundings. All of the apartments are cozy and nicely furnished. This property is in easy access to the …see more

from $184 / night

$1073 - $1563 / week

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from $184 / night

10

Sinalunga Vacation farmhouse rental

Province of Siena / Sinalunga

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
Welcome to Villa Vignacce your holiday home in Tuscany. Villa Vignacce is located in southern Tuscany at walking distance to the Village of Bettolle. The house is divided into 5 apartments one is for me and for my dear dog Billy another one is for my son Giovanni …see more

Pricing unknown

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Pricing unknown

55

Sinalunga Vacation farmhouse rental

Province of Siena / Sinalunga

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 150 mi
  • Swimming pool
Nice farmhouse and outbuilding dating back to 17th century which have been tastefully restored preserving the ancient charm, beauty and the original architectural features like the beamed ceilings and the terracotta-tiled floors. Located between the Val d'Orcia and the …see more

from $274 / night

$1968 - $2570 / week

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from $274 / night

(2) Very Good 

11

Vacation home rental

Province of Siena / Sinalunga

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
Sinalunga - From the 12C up until 1864 it was known as Asinalunga. Here the Sienese defeated the English mercenaries of Niccolo da Montefeltro in 1363; here also Garibaldi was arrested in 1867 by Vittorio Emanuele II, to prevent an ill-timed descent on Rome. In …see more

from $44 / night

$272 / week

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from $44 / night

15

Sinalunga / Rigomagno

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Pet friendly

from $66 / night

$383 / week

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from $66 / night

24

Province of Siena / Sinalunga

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min

from $55 / night

$380 / week

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from $55 / night

7

Sinalunga Vacation apartment rental

Province of Siena / Sinalunga

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Private garden
Situated on the hills of Val di Chiana, La Giuda country farm offers an ancient stable, completely restored and furnished, divisible in three apartments in a comfortable and friendly atmosphere. The farm produces organic Chianti Classico vine and olive oil . Guest …see more

Pricing unknown

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Pricing unknown

43

Province of Siena / Sinalunga

9 28 3 nights min

  • 9 bedrooms
  • Sleeps 28
  • 3 nights min
  • Child friendly
  • Pet friendly

from $1312 / night

$9184 / week

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from $1312 / night

27

Province of Siena / Sinalunga

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from $164 / night

$984 - $1367 / week

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from $164 / night

1